Guest house holiday rentals in Poway

Infinity Poolside Apt. In San Diego Wine Country

158 Perfect 5.0 Reviews-Amazing views, peaceful and beautiful space in a wine country setting. A perfect setting to celebrate a special occasion and create memories. Amazing sweeping views of wine country, lake, golf course and mountains on the 14th green of a golf course with full access to the estate pool, spa, covered parking, EV charger w/private European park. Large luxury suite with a Kitchen, Sitting Room, Bathroom, Steam shower/Sauna and bedroom with luxurious robes, linens and towels.

Cozy Spanish Casita w/ Mountain View in Ramona

Perfect getaway for wine lovers and hikers in this serene spanish ranch style casita with beautiful orchard & mountain views! Enjoy visiting Ramona's local wineries, hiking Mt. Woodson or Iron Mountain, swimming in the pool, stargazing, golfing, a day trip to Julian, or San Diego Wild Animal Park. The Casita has one private bedroom with a king bed and a cozy upstairs loft with a full bed located in a second room. Casita sits on top of a hill with the main house. Please read entire listing.

Garden Casita

Enjoy a unique private space with no shared walls on an acre of lush property. Stroll the grounds picking fresh oranges and watch all the beautiful birds that grace our large ash trees. Sip coffee and watch the sunrise on the private deck off the casita, or a glass of wine by the fire pit. There’s also a private side yard where you can grill and dine. We are tucked away, yet close to shopping, restaurants and the beautiful Orfila winery. Easy access, parking, & check-in. Come see us

Private 2 bedroom apt in new craftsman ranch!

This 2 bedroom apartment has two queen beds, a full kitchen and laundry! With beautiful views all around, it is very close to the San Diego Safari Park, wine tasting (walking distance to 4 wineries) and several wedding venues. You’ll love the privacy and spaciousness, the fresh fruit and farm animals, and the tranquility of the place, while being only 4.5 miles off the freeway. This space is excellent for couples, business travelers, small groups, solo adventurers, and families.

Hilltop Horizon Haven

Welcome to our San Diego retreat! Our two-bedroom haven offers a blend of tranquility and convenience. Enjoy stunning sunrise views and cozy comfort. Explore the vibrant neighborhood and major shopping hubs like Walmart, Costco, Target, Aldi, and a Mediterranean store—all nearby. Indulge in relaxation and accessibility, where nature meets city living. 20-25 Min: SD Safari Park Torrey Pines State Beach Old Town BalboaPark 30-40 Min La Jolla Shores Beach LegoLand

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

This is the perfect Guest House with a salted & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to Downtown, La Jolla, Beaches, Zoo, Sea World & Convention Center. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes await you inside. Everything you need for memorable vacation! No smoking or vaping on the property.

Super cute studio w/ private entrance & parking

Newly remodeled studio with private entrance and reserved driveway parking in an upscale, quiet neighborhood. Bright, uplifting design brings positive energy. Near Sorrento Valley, La Jolla, and Del Mar Beach, with great restaurants and markets nearby. As an interior designer, I carefully chose unique, high-quality materials to create a space that feels welcoming, stylish, and thoughtfully crafted for your comfort.

- Cozy & Private Guesthouse - ADA Compliant

WELCOME to our secluded and newly renovated 2 BD/2 BA guesthouse on a private cul-de-sac. - Wake up to the sound of tropical paradise! Surrounded by pure nature, palm trees, fruit trees, flowers, and an overall heavenly feeling. - Escape the traffic and stress while being close to all major destinations. Minutes away from beautiful parks, local dining, and shopping.

Private Home with Sweeping Views!

Enjoy sweeping panoramic views from your own private 600 square feet guest house in the San Diego countryside! This is the ideal place to escape... If you're looking for quiet, serenity, and peace you've found it here! If you're looking to party or hold an event, this is NOT the place. Please read through the rules before booking. Thank you!